HCID 136341311, compound → HCID 178520936, compound

HRID 1506174Notes

Reaction equation

HRID 1506174 reaction equation
[Si]([O:8][CH2:9][C@H:10]1[CH2:15][CH2:14][C@H:13]([C:16]2[N:17]=[N:18][N:19]3[C:24]=2[C:23]2[CH:25]=[CH:26][NH:27][C:22]=2[N:21]=[CH:20]3)[CH2:12][CH2:11]1)(C(C)(C)C)(C)C.[Si](OCC1C=CC(C2N=NN3C=2C2C=CNC=2N=C3)=CC=1)(C(C)(C)C)(C)C>>[C:16]1([C@H:13]2[CH2:12][CH2:11][C@H:10]([CH2:9][OH:8])[CH2:15][CH2:14]2)[N:17]=[N:18][N:19]2[C:24]=1[C:23]1[CH:25]=[CH:26][NH:27][C:22]=1[N:21]=[CH:20]2

Participants

3

Reactant 2

HCID 136341311HCID 136341311, compoundHCID 178455224HCID 178455224, compound

Product 1

HCID 178520936HCID 178520936, compoundYield 78%

Procedure

The reactions in Synthetic Examplea 140 were carried out in substantially the same manners except that 1-(trans-4-{[(tert-butyldimethylsilyl)oxy]methyl}cyclohexyl)-7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidine obtained in Reference Synthetic Examplea 92 was used instead of 1-(4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)-7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidine to give the title compound as a pale yellow solid (2.05 g, yield 78%). (alternative to Synthetic Examplea 10).

Workup

  1. customobtained in Reference Synthetic Examplea 92

Sources & evidence

ORD record
ord-cea2577091d24810bc0cb7a9002e3e58
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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